Interim Assistant Director

About the role

Guidepost Montessori is seeking an experienced educational leader to join our team as an Interim Assistant Head of School. This is an ideal opportunity for a retired or seasoned school administrator who enjoys mentoring others, building relationships with families, and helping schools thrive without the demands of leading an entire campus independently.

What You'll Do

• Partner with the Head of School to oversee the daily operations of the campus.
• Build strong relationships with current and prospective families through exceptional communication and customer service.
• Conduct school tours and guide prospective families through the admissions and enrollment process.
• Support enrollment growth by managing inquiries and following up with prospective families using our CRM system.
• Create a positive, collaborative culture for staff while coaching and supporting team members.
• Resolve parent concerns with professionalism, empathy, and sound judgment.
• Cookinate community events and outreach efforts to strengthen family engagement.
• Oversee operational responsibilities including scheduling vendors, ordering supplies, billing support, and maintaining an organized campus.
• Identify challenges, develop practical solutions, and help ensure the school operates smoothly each day.

What We're Looking For

• 24 ECE/Child Development units or Site Supervisor permit
• Previous leadership experience in an early childhood education or school setting
• A proven ability to lead confidently with minimal direction
• Strong organizational and operational management skills
• Excellent communication and relationship-building abilities
• Experience supporting admissions, enrollment, or customer service
• Comfortable using technology, CRM systems, and administrative software
• A collaborative leadership style with a solutions-focused mindset
• Passion for supporting children, educators, and families

Preferred Qualifications

• Experience leading a preschool, Montessori, childcare, or private school
• Familiarity with Montessori education
• Experience with Salesforce or similar CRM platforms
• Knowledge of billing or school management software
• Strong connections within the local community or experience supporting community outreach initiatives